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Florida’s Highwaymen


In the early 1950s, a group of 26 African-American painters began painting beautiful, natural Florida landscapes with vivid colors. They traveled along highways I-95 and A1A selling their artwork. At the time, no one would display or sell the work of unknown African-American artists.

However, in the 1990s, a demand for “outsider” art and a 1995 New York Times article about these incredible Highwaymen helped skyrocket demand for their work.

James Gibson, one of the most successful Highwaymen, was a fourth-generation Floridian from Fort Pierce. View his beautiful paintings and learn more about the Highwaymen here.

Amanda Prater, Cooperative Strategies & The Tallahassee 100.

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The Tampa Bay 100